Dimethylformamide → HCID 70045808, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-benzyloxy benzoic acid (265 mg, 1.16 mmol), 1,1 '-carbonyl-diimidazole (197 mg, 1.21 mmol) and DMF (7 ml) was stirred at 50° C. for 1 h. After cooling to r.t., 1-(2-methylamino-ethyl)-4-(4-methyl-benzyl)-piperidin-4-ol (335 mg, 1.27 mmol) was added and stirring was continued for 1 h. After the addition of water, the mixture was extracted with ether. The organic layer was dried (Na2SO4), filtered and evaporated. The residue was purified by chromatography (silica gel, dichloromethane-methanol 95:5) to give 4-benzyloxy-N-[2-[4-hydroxy-4-(4-methyl-benzyl)-piperidin-1-yl]-ethyl]-N-methyl-benzamide (226 mg) as a pale yellow oil. MS: me/e=473 (M+H)+.

Provenance & Evidence